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Hydromorphone Hydrochloride

CAT: 1299-RM-H250500-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:1299-RM-H250500-01Size:10 mg
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CAS Number
71-68-1
Synonyms
(4R,4aR,7aR,12bS) -9-hydroxy-3-methyl-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7 (7aH) -one hydrochloride
Molecular Formula
C17H20ClNO3
Molecular Weight
321.8
Target Alternative Name
Hydromorphone
Product Name Synonym
(4R,4aR,7aR,12bS) -9-hydroxy-3-methyl-2,3,4,4a,5,6-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7 (7aH) -one hydrochloride

Chemical Information

Hydromorphone Hydrochloride

Hydromorphone Hydrochloride is the hydrochloride salt form of hydromorphone, the hydrogenated ketone of morphine, a semi-synthetic opioid with analgesic effects. Hydromorphone selectively binds the mu-opioid receptor which is linked through G-proteins. Binding stimulates the exchange of guanosine triphosphate (GTP) for guanosine diphosphate (GDP) on the G-protein complex and interacts with and inhibits adenylate cyclase located at the inner surface of the plasma membrane. This leads to a reduction in intracellular cyclic 3',5'-adenosine monophosphate (cAMP). Further, voltage-gated potassium channels are activated, thereby causing hyperpolarization and reducing neuronal excitability. In addition, the opening of voltage-gated calcium channels is inhibited, thereby leading to an inhibition of calcium entry and a reduction in the release of various neurotransmitters, including GABA, vasopressin, somatostatin, insulin and glucagons.

CAS Number71-68-1
PubChem CID5462347
IUPAC Name(4R,4aR,7aR,12bS)-9-hydroxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one;hydrochloride
Molecular FormulaC17H20ClNO3
Molecular Weight321.8
Topological Polar Surface Area49.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Heavy Atom Count22
Formal Charge0
Complexity494
SMILES
CN1CC[C@]23[C@@H]4[C@H]1CC5=C2C(=C(C=C5)O)O[C@H]3C(=O)CC4.Cl
InChI
InChI=1S/C17H19NO3.ClH/c1-18-7-6-17-10-3-5-13(20)16(17)21-15-12(19)4-2-9(14(15)17)8-11(10)18;/h2,4,10-11,16,19H,3,5-8H2,1H3;1H/t10-,11+,16-,17-;/m0./s1
InChIKey
XHILEZUETWRSHC-NRGUFEMZSA-N
Chemical Structure
2D Structure
2D structure of Hydromorphone Hydrochloride
CAS: 71-68-1
CID: 5462347
Formula: C17H20ClNO3
MW: 321.8
Interactive 3D Structure
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Computed Properties
PropertyValue
Molecular Weight321.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Exact Mass321.1131712
Monoisotopic Mass321.1131712
Topological Polar Surface Area49.8 Ų
Heavy Atom Count22
Formal Charge0
Complexity494
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes